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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H36O6
Molecular Weight 456.5711
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ESTRIOL TRIPROPIONATE

SMILES

[H][C@@]12C[C@@H](OC(=O)CC)[C@H](OC(=O)CC)[C@@]1(C)CC[C@]3([H])C4=C(CC[C@@]23[H])C=C(OC(=O)CC)C=C4

InChI

InChIKey=ONMZMZJEZHMWQL-REUUDLSRSA-N
InChI=1S/C27H36O6/c1-5-23(28)31-17-9-11-18-16(14-17)8-10-20-19(18)12-13-27(4)21(20)15-22(32-24(29)6-2)26(27)33-25(30)7-3/h9,11,14,19-22,26H,5-8,10,12-13,15H2,1-4H3/t19-,20-,21+,22-,26+,27+/m1/s1

HIDE SMILES / InChI

Molecular Formula C27H36O6
Molecular Weight 456.5711
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including http://www.genome.jp/dbget-bin/www_bget?dr:D01986

Estriol tripropionate (brand name Estriel), or estriol tripropanoate, is semisynthetic, steroidal estrogen. Estriol is a safe estrogen hormone that has been used for decades in Europe to treat hot flashes and vaginal dryness. Estriol is a major urinary estrogen. During pregnancy, large amount of estriol is produced by the placenta. Isomers with inversion of the hydroxyl group or groups are called epiestriol. Though estriol is used as part of the primarily North American phenomenon of bioidentical hormone replacement therapy, it is not approved for use by the FDA or Health Canada. It is however available in the United States by prescription filled only by compounding pharmacies. It has also been approved and marketed throughout Europe and Asia for approximately 40 years for the treatment of post-menopausal hot flashes. It is an estrogen receptor agonist.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
250.0 pM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Ovestin 1 mg cream

Approved Use

Ovestin Cream is used: • For vaginal problems caused by having too little ‘oestrogen’ • Before or after vaginal surgery to help wound healing.

Launch Date

1982
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[CLINICAL EXPERIENCES WITH ESTRIOL TRIPROPIONATE ON CLIMACTERIC DISORDERS].
1964 Aug
[Clinical effects of estriol tripropionate for menopausal problems--a double blind study].
1975 Apr
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Also can be used orally http://www.virginiahopkinstestkits.com/estriolhormone.html
ESTRIOL TRIPROPIONATE (Estriol) contains 1mg estriol in 1g cream. Use the applicator to apply the cream in the vagina. The applicator has a ring marked on the body. Fill the applicator up to the ring mark with Ovestin cream to get the correct dose. 1. Remove the cap from the tube and turn it upside down. Then use the sharp point to open the tube. 2. Screw the end of the applicator onto the tube. 3. Squeeze the tube to fill the applicator with the cream up to the red ring mark (the plunger will stop at the ring mark). 4. Unscrew applicator from the tube and put the cap back on the tube. 5. To apply the cream, lie down, put the end of the applicator deep into the vagina and slowly push plunger all the way in.
Route of Administration: Vaginal
Incubation of the neutrophils in HBSS both with 30 nM Estriol (Estriol tripropionate) resulted in the synthesis of 1.8 ngm maspin with simultaneous increase of NO synthesis
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:25:49 GMT 2023
Edited
by admin
on Sat Dec 16 01:25:49 GMT 2023
Record UNII
S2A0P1AFQ9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ESTRIOL TRIPROPIONATE
WHO-DD  
Common Name English
ESTRIOL, TRIPROPIONATE
Common Name English
ESTRA-1,3,5(10)-TRIENE-3,16,17-TRIOL, TRIPROPANOATE, (16.ALPHA.,17.BETA.)-
Systematic Name English
ESTRIOL TRIPROPIONATE [JAN]
Common Name English
Estriol tripropionate [WHO-DD]
Common Name English
ESTRA-1,3,5(10)-TRIENE-3,16.ALPHA.,17.BETA.-TRIOL TRIPROPIONATE
Systematic Name English
ESTRIEL-DEPOT
Common Name English
ESTRIOL PROPIONATE
Common Name English
Code System Code Type Description
WIKIPEDIA
Estriol tripropionate
Created by admin on Sat Dec 16 01:25:49 GMT 2023 , Edited by admin on Sat Dec 16 01:25:49 GMT 2023
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SMS_ID
300000039875
Created by admin on Sat Dec 16 01:25:49 GMT 2023 , Edited by admin on Sat Dec 16 01:25:49 GMT 2023
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FDA UNII
S2A0P1AFQ9
Created by admin on Sat Dec 16 01:25:49 GMT 2023 , Edited by admin on Sat Dec 16 01:25:49 GMT 2023
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PUBCHEM
102232
Created by admin on Sat Dec 16 01:25:49 GMT 2023 , Edited by admin on Sat Dec 16 01:25:49 GMT 2023
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DRUG BANK
DB14641
Created by admin on Sat Dec 16 01:25:49 GMT 2023 , Edited by admin on Sat Dec 16 01:25:49 GMT 2023
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ECHA (EC/EINECS)
218-798-6
Created by admin on Sat Dec 16 01:25:49 GMT 2023 , Edited by admin on Sat Dec 16 01:25:49 GMT 2023
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ChEMBL
CHEMBL193482
Created by admin on Sat Dec 16 01:25:49 GMT 2023 , Edited by admin on Sat Dec 16 01:25:49 GMT 2023
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CAS
2236-31-9
Created by admin on Sat Dec 16 01:25:49 GMT 2023 , Edited by admin on Sat Dec 16 01:25:49 GMT 2023
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EPA CompTox
DTXSID4057689
Created by admin on Sat Dec 16 01:25:49 GMT 2023 , Edited by admin on Sat Dec 16 01:25:49 GMT 2023
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